Dimethyl sulfide (YMDB01674)

Identification

YMDB ID

YMDB01674

Name

Dimethyl sulfide

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Dimethyl sulfide (DMS) or methylthiomethane is an organosulfur component of the smell produced from cooking of certain vegetables, notably maize, cabbage, beetroot and seafoods. It is also an indication of bacterial infection in malt production and brewing. It is a breakdown product of dimethylsulfoniopropionate (DMSP), and is also produced by the bacterial metabolism of methanethiol. It is responsible for asparagus-like, mushroom, truffle or cabbage like aromas.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

(Methylsulfanyl)methane
[SMe2]
2-Thiapropane
2-Thiopropane
Dimethyl monosulfide
Dimethyl sulfide
Dimethyl sulfide (natural)
Dimethyl sulfoxide(reduced)
Dimethyl thioether
Dimethylsulfid
Dimethylsulphide
DMS
Methanethiomethane
Methyl monosulfide
Methyl sulfide
Methyl sulphide
Methyl thioether
Methylthiomethane
Methylthiomethyl radical
MSM
Reduced-dmso
Thiobis-methane
Thiopropane
Dimethyl sulphide
(METHYLsulphanyl)methane

CAS number

75-18-3

Weight

Average: 62.134
Monoisotopic: 62.019020882

InChI Key

QMMFVYPAHWMCMS-UHFFFAOYSA-N

InChI

InChI=1S/C2H6S/c1-3-2/h1-2H3

IUPAC Name

(methylsulfanyl)methane

Traditional IUPAC Name

dimethyl sulfide

Chemical Formula

C₂H₆S

SMILES

CSC

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Dialkylthioethers

Direct Parent

Dialkylthioethers

Alternative Parents

Substituents

Dialkylthioether
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aliphatic sulfide (CHEBI:17437 )
an organosulfur compound (CPD-7670 )

Physical Properties

State

Liquid

Charge

Melting point

-98.3 °C

Experimental Properties

Property	Value	Reference
Water Solubility	22 mg/mL at 25 oC [SUZUKI,T (1991)]	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	18.5 g/L	ALOGPS
logP	0.59	ALOGPS
logP	1.22	ChemAxon
logS	-0.53	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	18.89 m³·mol⁻¹	ChemAxon
Polarizability	7.24 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Cabbage	FDB003591
Gasoline	FDB003591
Green	FDB003591
Onion	FDB003591
Radish	FDB003591
Sulfur	FDB003591
Sulfurous	FDB003591
Sulfury	FDB003591
Sweet corn	FDB003591
Tomato	FDB003591
Vegetable	FDB003591
Wild	FDB003591

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-aab0fb854ed08a99a142	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-b8e506cefc1462c55765	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-aab0fb854ed08a99a142	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-01ot-9000000000-b8e506cefc1462c55765	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-9000000000-452048d3bfa7a40636c4	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-01ot-9000000000-360d47e40fcfcf205bf3	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-01ot-9000000000-b8e506cefc1462c55765	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-ae1ff184cb043d43cd3a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-189f32d3eb2bb107bad1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-5579d822eaf64cbda3b3	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-45a7990a4b612cb72664	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-9000000000-3bb7835f1011f708503e	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ox-9000000000-d5b5c0545e3e2ec5e98e	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-f865abc3930f083f5ea2	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-f865abc3930f083f5ea2	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-efaeb46b008ef59dd3de	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-01ot-9000000000-3da3b740e54dd0695ac8	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	17437
HMDB ID	HMDB02303
Pubchem Compound ID	1068
Kegg ID	C00580
ChemSpider ID	1039
FOODB ID	FDB003591
Wikipedia ID	Dimethyl_sulfide
BioCyc ID	Not Available

Structure for #<Compound:0xaee1ec50>